(2R,5R,6S,E)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-6-(prop-1-enyl)-5,6-dihydro-2H-pyran-2-ol

Base Information

Chemical Name:(2R,5R,6S,E)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-6-(prop-1-enyl)-5,6-dihydro-2H-pyran-2-ol
CAS No.:1037069-41-2
Molecular Formula:C₂₂H₃₁NO₃S
Molecular Weight:389.559
Hs Code.:

Synonyms:(2R,5R,6S,E)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-6-(prop-1-enyl)-5,6-dihydro-2H-pyran-2-ol

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Chemical Property of (2R,5R,6S,E)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-6-(prop-1-enyl)-5,6-dihydro-2H-pyran-2-ol

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Technology Process of (2R,5R,6S,E)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-6-(prop-1-enyl)-5,6-dihydro-2H-pyran-2-ol

There total 4 articles about (2R,5R,6S,E)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-6-(prop-1-enyl)-5,6-dihydro-2H-pyran-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 1037069-30-9
(6E,8R,9S,10E)-8-isopropyl-6-[(R)-N-methyl-S-phenylsulfonimidoyl]-9-(triethylsilyloxy)dodeca-1,6,10-trien-5-one

: 1037069-41-2
(2R,5R,6S,E)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-6-(prop-1-enyl)-5,6-dihydro-2H-pyran-2-ol

Guidance literature:: With hydrogenchloride; acetic acid; In tetrahydrofuran; water; at 20 ℃; for 3h; Inert atmosphere; Schlenk technique;
DOI:10.1002/ejoc.201301461 DOI:10.1002/ejoc.201301461

Reference yield:

: (6E,8R,9S,10E)-8-isopropyl-6-[(R)-N-methyl-S-phenylsulfonimidoyl]-9-(triethylsilyloxy)dodeca-1,6,10-trien-5-ol

: 1037069-41-2
(2R,5R,6S,E)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-6-(prop-1-enyl)-5,6-dihydro-2H-pyran-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Schlenk technique

2: acetic acid; hydrogenchloride / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere; Schlenk technique

With hydrogenchloride; Dess-Martin periodane; acetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/ejoc.201301461

Reference yield:

: 2100-17-6
4-pentenal

: 1037069-41-2
(2R,5R,6S,E)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-6-(prop-1-enyl)-5,6-dihydro-2H-pyran-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 - 0 °C / Inert atmosphere; Schlenk technique

1.2: 2 h / -78 °C / Inert atmosphere; Schlenk technique

2.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Schlenk technique

3.1: acetic acid; hydrogenchloride / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere; Schlenk technique

With hydrogenchloride; n-butyllithium; Dess-Martin periodane; acetic acid; In tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1002/ejoc.201301461